Head of Growth (Commercial Insurance)

Head of Growth (Commercial Insurance) At Plum, we have fundamentally transformed how organizations look at employee healthcare. Now, we are embarking on our next massive growth chapter. As the Head of Revenue, you will be the entrepreneurial force anchoring this expansion. While Plum is a market leader in Employee Benefits (group health insurance), our commercial portfolio—encompassing commercial lines, corporate property, liability, marine, and specialized business insurances—represents our highest-leverage frontier. This isn't just a traditional sales leadership role; it is a "founder-within-a-company" opportunity. You will build and scale the GTM strategy for our non-EB business, turning a high-potential portfolio into a dominant market force. If you are inspired by the prospect of building a multi-million-dollar business unit from the ground up with the backing of a celebrated, venture-funded brand, this is your canvas. Key Responsibilities

• Drive Revenue & Market Share: Relentlessly pursue and secure high-value corporate accounts. You will personally lead high-stakes negotiations and foster relationships with C-suite executives, CFOs, and Risk Officers.

• Build a High-Octane Team: Mentor, and inspire a world-class team of sales professionals and account managers. Foster a culture of extreme ownership, psychological safety, and high performance.

• Cross-Functional Synergy: Partner closely with Plum’s core EB sales teams to seamlessly cross-sell Non-EB products into our massive, existing corporate client base.

• Product & Underwriting Collaboration: Work hand-in-hand with insurance underwriters and our internal product teams to co-create tech-driven, customized risk solutions that disrupt traditional, clunky corporate insurance buying.

Why This Role is Inspiring

• Uncapped Autonomy: You are getting the keys to a startup within a scale-up. You define the processes, choose the target markets, and build the team in your vision.

• The "Plum" Advantage: You aren’t knocking on cold doors. You have the leverage of Plum’s stellar brand reputation, industry-leading CSAT (NPS > 75), and an existing roster of thousands of fast-growing corporate clients waiting to be cross-served.

• Linear Impact on the Company’s Valuation: Non-EB is the strategic rocket fuel for Plum’s next phase of valuation. Your success will directly dictate the company's trajectory and future.